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Chianti and San Gimignano Winery Tour: Unforgettable Wine Tasting and Food Pairing Experience
4.9
60 Ratings
Monteriggioni
Embark on an unforgettable wine tasting and food pairing experience in Chianti and San Gimignano. Visit charming wineries, explore beautiful villages, and indulge in the best of Tuscan cuisine. Book now!
Embark on an unforgettable wine tasting and food pairing experience in Chianti and San Gimignano. Visit charming wineries, explore beautiful villages, and indulge in the best of Tuscan cuisine. Book now!
Duration:
8 hours
Cancellation:
24 hours
Highlights
- Monteriggioni - Visit a first Chianti Classico Winery near Monteriggioni, one of the oldest and more famous in the region
- Chianti Road - Enjoy the ride with our English Speaking drive-guide who will tell you more about the territory and wines!
- Historic Centre of San Gimignano - Stroll around San Gimignano, the “gem” of the area, a…
- Monteriggioni - Visit a first Chianti Classico Winery near Monteriggioni, one of the oldest and more famous in the region
- Chianti Road - Enjoy the ride with our English Speaking drive-guide who will tell you more about the territory and wines!
- Historic Centre of San Gimignano - Stroll around San Gimignano, the “gem” of the area, a beautiful town like it was seven centuries ago.. and.. why not .. have a gelato before we go to the next winery!
- San Gimignano - Enjoy a special lunch with wine pairing in a winery in San Gimignano. Here you will taste also white wines such as Vernaccia, Sparkling Sangiovese and Vin Santo.
What's Included
- Hotel pickup and drop-off
- Wine-paired lunch in Chianti Winery
- Tours and tastings at two wineries
- Knowledgeable English-speaking driver-guide
- Comfortable in-vehicle air conditioning
- Complimentary bottled water
- Hotel pickup and drop-off
- Wine-paired lunch in Chianti Winery
- Tours and tastings at two wineries
- Knowledgeable English-speaking driver-guide
- Comfortable in-vehicle air conditioning
- Complimentary bottled water
What's Not Included
- Gratuities
- Gratuities
Additional Information
Our expert driver-guide will pick you up at your point of stay, ( No rally points, we come to you! ) embarking on a journey toward the core of Chianti Classico. Enjoy an exhilarating 1-day exploration in the pulse of Chianti and discover the most picturesque village in the locality.
Step 1 - Enchanting boutique winery in Chianti
Step 2 -…
Our expert driver-guide will pick you up at your point of stay, ( No rally points, we come to you! ) embarking on a journey toward the core of Chianti Classico. Enjoy an exhilarating 1-day exploration in the pulse of Chianti and discover the most picturesque village in the locality.
Step 1 - Enchanting boutique winery in Chianti
Step 2 - Exploration of Monteriggioni and/or San Gimignano
Step 3 - Culinary pairing for lunch at the most esteemed winery in the area
Duration of Tour: 7 to 8 hours.
Commencement Time: From Florence at 9:30 AM - From Siena at 10:00 AM
Note: During this expedition, you will be transported in a luxurious Mercedes 9 seat minivan that guarantees extreme comfort, with climate control, large scenic windows and plush seating.
Unless specific requests for privacy are made, it is possible that other individuals may join the tour ( maximum 1 van )
Fame: * (top-selling winery and culinary tour in Tuscany)
Location
Monteriggioni
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(60 Ratings)
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K3806ngmelissam
Jul 10, 2025
Perfect Wine Tour Experience for a Group in Italy - Here’s a short review you can use:
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We had an incredible experience on our wine tour in Italy with our group of 17! The transportation was comfortable and air-conditioned—perfect for the summer heat. The hosts were warm, accommodating, and flexible with our schedule, which made the day feel relaxed and personalized. Each winery we visited offered something special, from beautiful views to delicious wines. A perfect way to experience Italy with friends! Highly recommend.
Review provided by Tripadvisor
J6701zuheatherr
Jul 8, 2025
Tuscany Wine Tour for our 30th wedding anniversary 😍 - This tour is absolutely perfect with the size, the agenda, the parings with the wine (delicious) the views (gorgeous) and the length.
Review provided by Tripadvisor
Northstar762169
Jun 30, 2025
Fun time in Tuscany - Amazing way to explore Tuscany! Our driver was very knowledgeable and a fun conversationalist. The first vineyard included a brief tour of their operations followed by an extensive tasting. It was delicious. San G is gorgeous. We tried the recommended ice cream spot- so good! Final stop was a lovely vineyard for a lunch and tasting. The lunch was four courses and so much food. The accompanying food wines were tasty. Happy we went this route- took all the guess work out of the logistics.
Review provided by Tripadvisor
Globetrotting667299
Jun 27, 2025
Chianti Tuscany Winery Tour, Siena City Tour with San Gimignano Winery - This company is absolutely fabulous!! We did a Chianti Tuscany tour with the entire family to two different wineries and it was fabulous. Stopped at the small town of Monteriggioni for some shopping and sightseeing in between. Camilla was our tour guide and she was so informative and we had a blast. She really made the experience perfect. We loved it so much that we booked another tour a few days later for just my partner and I. Camilla really out did herself. The tour started in Siena with a city tour and a private guide for the town then we went to the most amazing winery with the best lunch in San Gimignano followed by a walk around the walled town. Camilla was hands down the best tour guide we’ve ever had and not just in Italy but of anywhere we’ve been. Book with this company and you will not be disappointed! Ask for Camilla if you want the best experience of your life.
Review provided by Tripadvisor
Nicolecaci
Jun 16, 2025
Book with Camilla! - Camilla was a great guide for our family trip. She was very informative and kind, and organized a wonderful day of wine, sight seeing and fun! Book your next trip with Camilla!
Review provided by Tripadvisor
Dawnk965
May 14, 2025
Great Tour - We were picked up promptly at the determined time. Our driver, Patrizio, was very nice and personable. Being born in Siena, he was able to provide a lot of information and history of the area.
The views were amazing, so we took many photos.
Both wineries we visited for tastings were great. The lunch provided was delicious.
We enjoyed our stop in San Gimignana.
We had a wonderful experience. Patricio made it a day we will always remember.
Review provided by Tripadvisor
A5248dfpaigem
May 9, 2025
Wonderful day trip to Tuscany! - This was a wonderful day trip for us! From pick up to drop off at the end of the day it was such an easy and relaxing experience for us. We were in a sprinter van with one other couple for the day and our guide was incredible. She told us about the local country side and specifics of the wineries we went to and other we passed on our way.
We also stopped by a darling town for an hour in between wineries that we were able to shop and explore. This is something that we loved more than we thought we would!
The town was a bit busy for the season, but the views were breathtaking! Planning for the trip was easy to schedule with Mariarita and the value is defiantly worth it. If you are looking for an easy out and back day trip to the Tuscan countryside don't think twice do this tour!
Review provided by Tripadvisor
Julesukgirl
Apr 29, 2025
Loved every minute... - An outstanding experience from start to finish. Our wonderful driver picked us up at our hotel in Siena and gave us a superb tour of the Tuscan countryside on the way to Il Columbaio- the first winery. After a great tour with the owner- the most charming and knowledgeable Nicola- we were seated in a gorgeous private room where Nicola talked us through tasting 6 wines- accompanied by great cheese and salami- superb day. You can stay here- we’ll be back and plan to do so- its so beautiful and scenic you feel like you are in a movie!
We then went to San Gimigangno- where we had a couple of hours to wander- you can't park in the town so having a driver take you is really the only way to go. We were then driven to the second winery for more wine and a great lunch- a but busier but still beautiful- although much less attentive service than at Il Columbaio. The tour company- Tours of Tuscany- were just great throughout- would use them again in a second. They were keen to hear our feedback on both wineries and were just great at letting us customize the day as we went along
Review provided by Tripadvisor
Andreahu6655pa
Apr 16, 2025
A great day! - My family and I had an amazing day on the Chianti and san gimignano tour winery tour! Camilla picked us up at our villa even though it was out of the way! She was an incredible guide and she took us to the most amazing wineries! It was a great day!
Review provided by Tripadvisor
106kierann
Apr 10, 2025
Brilliant day - We booked this wine tour while traveling Italy for our honeymoon and it was brilliant! Camila was brilliant and both vine yards were amazing.
Obviously the wine was brilliant as well.
Well worth the month with lots of food and drink.
Review provided by Tripadvisor
